U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H6O6
Molecular Weight 174.1082
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEHYDROASCORBIC ACID

SMILES

[H][C@@]1(OC(=O)C(=O)C1=O)[C@@H](O)CO

InChI

InChIKey=SBJKKFFYIZUCET-JLAZNSOCSA-N
InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H6O6
Molecular Weight 174.1082
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Dehydroascorbic acid (DHA) is an oxidized form of ascorbic acid. Ascorbic acid is transported in its oxidized form via GLUT1 across the blood-brain barrier. Dehydroascorbic acid delay low-density lipoprotein (LDL) oxidation when added before the initiation of the process, they accelerate the process if added to minimally oxidized LDL. Dehydroascorbic acid is used as biochemical markers of oxidative stress in clinical investigations. Dehydroascorbic acid has been used as a vitamin C dietary supplement.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
1 mM (174 mg) at 9:00 a.m. with 200 ml of mineral water.
Route of Administration: Oral
In Vitro Use Guide
A group of confluent monolayers of HEp-2 cells were infected with HSV-1 at a MOI of 10 and were incubated in MEM containing 0.1% BSA. At various times after the infection, dehydroascorbic acid was added to the culture medium at the final concentration of 10 mM and then the infected cells were further incubated in the presence of the reagent. The amounts of progeny virus were markedly suppressed even when the infected cells received the reagent at 11 h p.i.
Substance Class Chemical
Record UNII
Y2Z3ZTP9UM
Record Status Validated (UNII)
Record Version